(S)-benzyl 1-(5-(4-(3,4-dimethoxyphenethoxy)benzyl)-1,2,4-oxadiazol-3-yl)-6-amino-1-oxohexan-2-ylcarbamate

ID: ALA210055

Chembl Id: CHEMBL210055

PubChem CID: 44414061

Max Phase: Preclinical

Molecular Formula: C33H38N4O7

Molecular Weight: 602.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CCOc2ccc(Cc3nc(C(=O)[C@H](CCCCN)NC(=O)OCc4ccccc4)no3)cc2)cc1OC

Standard InChI:  InChI=1S/C33H38N4O7/c1-40-28-16-13-24(20-29(28)41-2)17-19-42-26-14-11-23(12-15-26)21-30-36-32(37-44-30)31(38)27(10-6-7-18-34)35-33(39)43-22-25-8-4-3-5-9-25/h3-5,8-9,11-16,20,27H,6-7,10,17-19,21-22,34H2,1-2H3,(H,35,39)/t27-/m0/s1

Standard InChI Key:  NBEYVJNUMLSUGN-MHZLTWQESA-N

Alternative Forms

1. Parent:

   

   ALA210055

   benzyl N-[(2S)-6-amino-1-[5-[[4-[2-(3,4-dimethoxyphenyl)ethoxy]phenyl]methyl]-1,2,4-oxadiazol-3-yl]-1-oxohexan-2-yl]carbamate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 602.69

Molecular Weight (Monoisotopic): 602.2740

AlogP: 4.91

#Rotatable Bonds: 17

Polar Surface Area: 148.03

Molecular Species: BASE

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.93

CX Basic pKa: 10.00

CX LogP: 5.04

CX LogD: 2.52

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.13

Np Likeness Score: -0.41

References

1. Sperandio D, Tai VW, Lohman J, Hirschbein B, Mendonca R, Lee CS, Spencer JR, Janc J, Nguyen M, Beltman J, Sprengeler P, Scheerens H, Lin T, Liu L, Gadre A, Kellogg A, Green MJ, McGrath ME..  (2006)  Novel, potent, selective, and orally bioavailable human betaII-tryptase inhibitors.,  16  (15): [PMID:16725321] [10.1016/j.bmcl.2006.04.088]

Source

Source(1):

• Scientific Literature